m-Chloroperbenzoic acid → 3-Cephem 1-oxide

Participants

Reaction Steps

The rearrangement of 2-cephem derivatives to the corresponding 3-cephem compounds is accomplished by an oxidation-reduction procedure well documented in the cephalosporin art. Generally, this procedure is carried out by first oxidizing the 2-cephem compound with, e.g., m-chloroperbenzoic acid, to give the corresponding 3-cephem 1-oxide derivative which is subsequently reduced via a trivalent phosphorous compound, such as phosphorous tribromide or phosphorous trichloride, preferably using dimethylformamide as a solvent.

Provenance & Evidence